Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 29: Question 29.71 (page 1197)

As shown in Mechanism 29.2, the final steps in the Edman degradation result in rearrangement of a thiazolinone to an N-phenylthiohydantoin. Draw a stepwise mechanism for this acid-catalyzed reaction.

Short Answer

Expert verified

Answer

Step by step solution

01

Edman degradation

Edman degradation process deals with determining the amino acids/proteins sequence. It is given by the scientist Pehr Edman. It can determine the sequence from the N-terminal end.

02

Mechanism

Thiazolinone is hydrolyzed from a compound; then, the proton is transferred to the required atom. Finally, on hydrolysis, we get N-phenylthiohydantoin.

N-phenylthiohydantoin mechanism

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

How many different tripeptides can be formed from three different amino acids?

Draw the organic products formed in the following reaction.

Write out a scheme for the resolution of the two enantiomers of the antiplatelet drug clopidogrel with 10-camphorsulfonic acid.

Clopidogrel 10-camphorsulfonic acid

Devise a stepwise synthesis of the tripeptide Val-leu-Val from 3-methylbutanal[CH32CHCH2CHO] as the only organic starting material. You may also use any required inorganic or organic reagents.

What form exists at the isoelectric point of each of the following amino acids: (a) valine; (b)leucine; (c)proline; (d) glutamic acid.
See all solutions

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

Read Explanation

Physical Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Inorganic Chemistry

Read Explanation

Organic Chemistry

Read Explanation

Making Measurements

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free